Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 4.2, Problem 7P

(a)

Interpretation Introduction

Interpretation:

The relative priorities for the given set of substituents have to be assigned.

Concept introduction:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher atomic weight of connected atom, if it is same for the connected atom then consider the next atom of each group and so on.  In case of multiple bonds connected with same atoms, then the higher bonds having group has higher priority.

(b)

Interpretation Introduction

Interpretation:

The relative priorities for the given set of substituents have to be assigned.

Concept introduction:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher atomic weight of connected atom, if it is same for the connected atom then consider the next atom of each group and so on.  In case of multiple bonds connected with same atoms, then the higher bonds having group has higher priority.

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Assign relative priorities to each set of substituents: a.   -CH2CH2CH3        -CH(CH3)2             -CH = CH2                      -CH3 b. - CH2NH2                -NH2                     - OH                           -CH2OH c. -C(=O)CH3             - CH =CH2           -Cl                                  -C=N
Convert each compound to hex-1-yne.
Rank the following groups in order of decreasing priority. a. – COOH, – H, – NH2, – OH b. – H, – CH3, – Cl, – CH2CI c. -CH2CH3, -CH3, -H, -CH(CH3)2 d. – CH = CH2, – CH3, – C ≡ CH, – H

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Essential Organic Chemistry, Global Edition

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